Interaction between sulfated 3-O-octadecyl-α-(1→6)-D-glucan and liposomes analyzed by surface plasmon resonance

To elucidate the role of long alkyl group in sulfated poly- and oligosaccharides on anti-HIV activity, the interaction between sulfated 3-O-octadecyl-(1 -> 6)-alpha-D-glucopyranan with potent anti-HIV activity and liposomes with diameters of 58 +/- 20 nm and 107 +/- 28 nm as models of HIV were investigated. SPR measurements of sulfated 3-O-octadecyl-(1 -> 6)-alpha-D-glucopyranans bearing 2.8 mol% of the octadecyl group and the liposome (diameter = 58 +/- 20.0 nm and zeta=0 mV) resulted in an apparent association-k(a) = 6 x 10(5) 1/M, a dissociation-rate k(d) = 4 x 10(-4) 1/s, and a dissociation constants K-D = 8 x 10(-10) M. The particle size of the sulfated 3-O-octadecyl-(1 -> 6)-alpha-D-glucopyranan (67 +/- 14 nm) measured by DLS increased to 104 +/- 25 nm, whereas the zeta potential (-29 mV) was unchanged (-33 mV). For dextran sulfate without an alkyl group, no interaction was observed. These results suggest that the long octadecyl group penetrated into the liposome and sulfated glucopyranan was covered on the liposome to increase the anti-HIV activity. The 107 nm liposome exhibited similar results.